$50 Cheap flight deals from Chicago (CHI) to Hagerstown (DCA)

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This Weekend's Flight Deals from Chicago to Hagerstown

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Jun 21 - Sat, Jun 21
MDW
Midway Intl.
IAD
Washington Dulles Intl.
$166 Roundtrip, found 4 hours ago
$166
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sat, Jun 21 from Midway Intl. to Washington Dulles Intl., returning Sat, Jun 21, priced at $166 found 4 hours ago
Fri, Jun 20 - Sat, Jun 21
ORD
O'Hare Intl.
IAD
Washington Dulles Intl.
$192 Roundtrip, just found
$192
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Jun 20 from O'Hare Intl. to Washington Dulles Intl., returning Sat, Jun 21, priced at $192 just found
Fri, Jun 20 - Mon, Jun 23
MDW
Midway Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Jun 20 from Midway Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Jun 23, priced at $249 found 1 day ago
Fri, Jun 20 - Sat, Jun 21
MDW
Midway Intl.
DCA
Ronald Reagan Washington National
$252 Roundtrip, found 12 hours ago
$252
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Fri, Jun 20 from Midway Intl. to Ronald Reagan Washington National, returning Sat, Jun 21, priced at $252 found 12 hours ago

Airfares from $50 One Way, $100 Round Trip from Chicago to Hagerstown

Prices starting at $100 for return flights and $50 for one-way flights to Hagerstown were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Sep 4 - Thu, Sep 11
ORD
Chicago
BWI
Baltimore
$100 Roundtrip, found 3 hours ago
$100
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Thu, Sep 4 from Chicago to Baltimore, returning Thu, Sep 11, priced at $100 found 3 hours ago
Wed, Jul 16 - Wed, Aug 6
MDW
Chicago
BWI
Baltimore
$107 Roundtrip, found 2 days ago
$107
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Jul 16 from Chicago to Baltimore, returning Wed, Aug 6, priced at $107 found 2 days ago
Sat, Aug 30 - Wed, Sep 3
ORD
Chicago
BWI
Baltimore
$139 Roundtrip, found 2 days ago
$139
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Aug 30 from Chicago to Baltimore, returning Wed, Sep 3, priced at $139 found 2 days ago
Thu, Sep 25 - Sat, Sep 27
ORD
Chicago
BWI
Baltimore
$148 Roundtrip, found 4 hours ago
$148
Roundtrip
found 4 hours ago
Select Southwest Airlines flight, departing Thu, Sep 25 from Chicago to Baltimore, returning Sat, Sep 27, priced at $148 found 4 hours ago
Thu, Aug 14 - Wed, Aug 20
ORD
Chicago
BWI
Baltimore
$148 Roundtrip, found 2 days ago
$148
Roundtrip
found 2 days ago
Select United flight, departing Thu, Aug 14 from Chicago to Baltimore, returning Wed, Aug 20, priced at $148 found 2 days ago

Hagerstown economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Dulles - Cascades
2.5-star property

Hampton Inn Dulles - Cascades

9/10 Wonderful! (1,003 reviews)

Jul 28 - Aug 2

5 night stay

Chicago (CHI) to Washington (DCA)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Amazing and comfortable place

Reviewed on Jun 8, 2025

Willard InterContinental Washington by IHG
5.0-star property

Willard InterContinental Washington by IHG

9.4/10 Exceptional! (1,000 reviews)

Jul 28 - Aug 2

5 night stay

Chicago (CHI) to Washington (DCA)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
They charge a lot for a room, which I get. But then they have low class habits like charging for snacks in the room, and upcharging $35/nt for "amenities" that the hotel provides, such as internet and gym. You are already paying for that level of quality. Low class, Willard, low class.

Reviewed on Feb 7, 2025

Embassy Suites by Hilton Washington D.C. – Convention Center
3.5-star property

Embassy Suites by Hilton Washington D.C. – Convention Center

9/10 Wonderful! (1,848 reviews)

Jul 28 - Aug 2

5 night stay

Chicago (CHI) to Washington (DCA)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
The beds were comfortable, plenty of hot water and staff friendly. Food offered at breakfast and happy hour was of a lesser quality than I expected for 400 plus dollars per night.

Reviewed on May 26, 2025

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More About Flying To Hagerstown from Chicago

Route Information for Flights from Chicago to Hagerstown

Origin Airport IATA Code
CHI
Destination Airport IATA Code
DCA
Distance
610 mi
Direct Flight Airlines
American Airlines, Qatar Airways, JAL, Alaska Airlines, Cathay Pacific, Emirates, Royal Jordanian, ANA, Air New Zealand, United Airlines, British Airways
Earliest Flight Arrival
12:57PM UTC
Latest Flight Arrival
3:46AM UTC

Chicago to Hagerstown

If you are looking online for bargain Chicago to Hagerstown flights, Orbitz is your ideal destination. We understand that vacations can be expensive and offer guaranteed low prices on our domestic and international tickets.

Orbitz Uses Cutting-Edge Mobile Tools

Orbitz may offer low cost Chicago to Hagerstown flights but this does not mean that we skimp on giving you the latest mobile apps. You don’t have to worry about checking your flight status as we send the info for your flights from Chicago to Hagerstown directly to your smartphone.

Fly Cheap and Earn Miles on Your Chicago to Hagerstown Flights

Frequent flyer miles and points are great—and even better when you earn them on cheap flights from Chicago to Hagerstown. With Orbitz, you can earn miles for your frequent flyer program on qualified flights. Enter your frequent flyer number when you book with us to get rewarded for your flight.

Orbitz Takes the Hassle Out Of Flying

We know that flying can be stressful, particularly if you are traveling with young children. That’s why we make sure you are aware of any changes or delays to your flights from Chicago to Hagerstown via your phone or email address. We can even inform family members too.

Orbitz Flights Fit Around Your Lifestyle

Orbitz understands that you don’t necessarily want to fly at 5:00 a.m—and that sometimes you do. This is why we allow you to find the best Chicago to Hagerstown flights at the times you want with ease.

Frequently asked questions

Are there non-stop flights from Chicago to Hagerstown?
You bet there are, which is fantastic news if you’re not a massive fan of changing planes en route. United Airlines and American Airlines operate direct flights from Chicago, IL (ORD-O’Hare Intl.) to National Airport.
What is the shortest flight from Chicago to Hagerstown?
It can take as little as 2 hours and 34 minutes. If you think your vacation hours should be spent ‘vacationing’ rather than flying, you’ll enjoy the trip from Chicago, IL (MDW-Midway Intl.) to Washington Dulles Intl. Airport (IAD).
What airlines fly from Chicago to Hagerstown most frequently?
Have a look at United Airlines (UA). This airline offers some of the most frequent flights from O’Hare Intl. Airport (ORD) to Ronald Reagan Washington National Airport (DCA). It operates 208 services on this route every month and is a favorite with passengers. If you can’t find the right flight for you there, have a look at American Airlines (AA). This carrier is a fantastic alternative and offers 208 flights from Chicago to Hagerstown each month.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.